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Preparation method of p-aminophenylethylamine

A technology of p-aminophenethylamine and p-aminophenethyl alcohol, which is applied in the field of preparation of p-aminophenethylamine, can solve the problems of low nitration selectivity, many by-products, increased production costs, etc., and achieves cheap and easy-to-obtain raw materials, High reaction efficiency and good repeatability

Active Publication Date: 2015-09-09
新乡市锦源化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, its synthesis is mainly by using phenethylamine as raw material, through para-position nitration and nitro reduction to obtain p-aminophenethylamine. Although this route is simple, due to the low selectivity of nitration in the production process, the Nitrification products will be generated at the metasite and the metasite, resulting in more by-products, requiring multiple recrystallizations, which increases the production cost

Method used

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  • Preparation method of p-aminophenylethylamine
  • Preparation method of p-aminophenylethylamine
  • Preparation method of p-aminophenylethylamine

Examples

Experimental program
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Embodiment 1

[0018]

[0019] In a 500mL reaction flask, add 20g of p-nitrophenylethanol (compound 1) and 2g of catalyst palladium carbon into 200mL of methanol, inject hydrogen into the autoclave, the pressure reaches 0.2MPa, and the reaction temperature is 40°C. After 12 hours of reaction, TLC monitors that the reaction of the raw materials is complete, the reaction solution is filtered, and the filtrate is concentrated to obtain 17 g of pure p-aminophenylethanol.

Embodiment 2

[0021]

[0022] In a 500mL reaction flask, add 20g of p-nitrophenylethanol (compound 1) and 2g of catalyst Raney nickel into 200mL of methanol, inject hydrogen into the autoclave, the pressure reaches 0.2MPa, and the reaction temperature is 40°C. After 12 hours of reaction The complete reaction of the raw materials was monitored by TLC, the reaction solution was filtered, and the filtrate was concentrated to obtain 14 g of pure p-aminophenylethanol.

Embodiment 3

[0024]

[0025] In a 500mL reaction flask, add 20g of p-nitrophenylethanol (compound 1) and 1g of catalyst palladium carbon into 200mL of methanol, inject hydrogen into the autoclave, the pressure reaches 0.5MPa, and the reaction temperature is 50°C. After 20 hours of reaction, TLC monitors that the reaction of the raw materials is complete, the reaction solution is filtered, and the filtrate is concentrated to obtain 16.5 g of pure p-aminophenylethanol.

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Abstract

The invention discloses a preparation method of p-aminophenylethylamine, belonging to the technical field of organic synthesis. The technical scheme is as follows: the preparation method comprises the following steps: by using p-nitrophenylethanol as a raw material, carrying out catalytic hydrogenation to reduce the para-position nitro groups of the p-nitrophenylethanol into amino groups, carrying out Boc acid anhydride protection on the para-position nitro groups, carrying out substitution reaction on hydroxy groups with sulfonyl chloride compounds to obtain sulfonic acid compounds, aminating, and finally, removing Boc groups to obtain the p-aminophenylethylamine. The preparation process is simple and easy to implement, and has the advantages of cheap and accessible raw materials, higher reaction efficiency and favorable repetitiveness.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of p-aminophenethylamine. Background technique [0002] p-Aminophenethylamine is an important chemical raw material, which is widely used in the synthesis of medicines and pesticides. At present, its synthesis is mainly by using phenethylamine as raw material, through para-position nitration and nitro reduction to obtain p-aminophenethylamine. Although this route is simple, due to the low selectivity of nitration in the production process, the Nitrification products will be generated at both and meta-sites, resulting in more by-products, which require multiple recrystallizations and increase production costs. Contents of the invention [0003] The technical problem solved by the present invention is to provide a preparation method of p-aminophenethylamine with simple and easy operation, cheap and easy-to-obtain raw materials, high rea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/62C07C211/49
Inventor 李伟寇丽栋毛龙飞吴斗灿姜玉钦徐桂清董文佩蒋涛申家轩万众
Owner 新乡市锦源化工有限公司
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